Cyclopentanone → N'-cyclopentylidene(tert-butoxy)carbohydrazide

HRID 1098580Notes

Reaction equation

HRID 1098580 reaction equation
[C:1]1(=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.[C:7]([O:11][C:12]([NH:14][NH2:15])=[O:13])([CH3:10])([CH3:9])[CH3:8]>CO>[C:7]([O:11][C:12]([NH:14][N:15]=[C:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:13])([CH3:10])([CH3:9])[CH3:8]

Participants

4

Reactant 2

HCID 8452CyclopentanoneHCID 70091tert-Butyl carbazate

Product 1

HCID 4058837N'-cyclopentylidene(tert-butoxy)carbohydrazideYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of cyclopentanone (20 g, 238 mmol) and hydrazinecarboxylic acid tert-butyl ester (31.4 g, 0.238 mol) in MeOH (300 mL) was stirred at RT for 2 h. The reaction mixture was concentrated in vacuo and the resulting solid was dried under vacuum to give 1-cyclopentylidenehydrazine-2-carboxylic acid tert-butyl ester (47.1 g, 100% yield).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe resulting solid was dried under vacuum

Sources & evidence

ORD record
ord-8227e2222db94ff184036917a21bce74
Source dataset
uspto-grants-2012_03
Patent number
US08143293B2

Reaction notes

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